Holiday rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

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A waterfront jacuzzi is situated under a covered deck, providing an inviting spot for relaxation. Bubbles rise from the water's surface, and two glasses are placed on the railing, with sweeping views of the river and distant landmarks visible in the background.

Home in Alexandria Bay

4.27 out of 5 average rating, 30 reviews

1000 Islands Castle View on the River Private Home

Beautiful 7BR/4BA (10 beds) River house located directly across from the Historic Boldt Castle. The home features various bedroom setups. Property features historic charm with updated linens. Enjoy the gas grill and spacious dining to entertain your family & friends. Also includes deep water dockage and sandy beach area for swimming, plus waterfront jacuzzi and firepit. Walking distance to restaurants, shops and a quick drive to golf clubs. Seasonal pool access at Bonnie Castle Resort next door.

Top Guest favourite

An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.

Apartment in Watertown

4.9 out of 5 average rating, 135 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favourite

The exterior of the upper story apartment is showcased, featuring a spacious deck with wooden railings. Two pairs of chairs are positioned along the railing, and large windows provide natural light to the interior. Surrounding greenery enhances the peaceful setting.

Home in Cape Vincent

5 out of 5 average rating, 6 reviews

(OA) Waterview 2 bedroom upper Owner's apartment

Angel Rock Waterfront Cottages & Vacation homes is a unique cottage colony property with 32 rental options located in Cape Vincent, NY, on the banks of the St. Lawrence River! Our rentals offer everything you need to feel home away from home! Each rental is different - ranging from 1 to 5 bedrooms - and from quaint & comfy to high end & upscale. They are thoughtfully decorated and exceptionally clean. If you have a big family or group, we’re your best rental option in the Thousand Islands area!

Superhost

An open-plan living area features a spacious kitchen and dining space, crafted from wood with a warm finish. High ceilings are adorned with ceiling fans, and large windows allow for natural light, showcasing the inviting seating area and a large dining table with chairs.

Home in Cape Vincent

4.83 out of 5 average rating, 24 reviews

(#21) Spacious 5 bedroom/3 bath home

Top Guest favourite

An expansive living area features pine walls and high ceilings, creating a warm atmosphere. The space includes a large table with seating for twelve, a comfortable couch, and a flat-screen TV. Sliding glass doors open to the outdoor deck, inviting in natural light.

Home in Cape Vincent

5 out of 5 average rating, 21 reviews

(#15) Poolside 5 bedroom / 3 bath home

Home in Henderson

Stunning Lake-front Home at Snowshoe Bay

This stylish place to stay is perfect for group trips. It has 3 bedrooms, 2.5 baths, and sleeps 11. The master bedroom is a balcony loft with a private bath that includes a deep soaking tub. Each bedroom and the living room have smart TVs. The high-end kitchen has everything you need for cooking or baking, including a dishwasher for clean-up. There is also an outdoor grill. Enjoy eating at the island in the kitchen, the 10-person dining room table, or outdoors by the firepit or on the deck.

The exterior of the cottage features a unique architectural design with a sloped roof and large arched windows. The combination of wood and stone provides a rustic charm. Surrounding greenery complements the exterior, contributing to the inviting presence of the home.

Cottage in Alexandria Bay

4.85 out of 5 average rating, 62 reviews

The Cottage on Millionaires Row

Located on historic Millionaires Row this Cottage Home features a large modern kitchen with an open dining/living room area with a patio facing the St. Lawrence River with spectacular views of the famous Boldt Castle and passing ships. The first floor includes a private bedroom, a large family room, a full-sized shuffleboard table, a full bath, and laundry. The second floor includes an open kitchen and bar, dining/living room, a master bedroom, full bath, and a ladder to the attic loft.

A brightly lit bedroom features a spacious bed with a patterned comforter, positioned under a ceiling fan. Floor-to-ceiling windows allow natural light to illuminate the space, complemented by green plants near the window and a wooden bookshelf. A soft rug covers the floor.

Apartment in Evans Mills

4.11 out of 5 average rating, 9 reviews

Cozy 2 Bedroom home in Secluded Serene Area

Escape to Your Woodland Retreat Near Fort Drum Nestled in the heart of nature, our charming getaway offers the perfect blend of relaxation and adventure. Our cozy hideaway is surrounded by lush trees and beautiful gardens, providing a tranquil atmosphere. Key Amenities Comfortable Living Space Enjoy a warm and inviting interior complete with a fireplace, perfect for cozy evenings. Outdoor Paradise Unwind, gather around the outdoor fire pit, or grill. Whole house located on shared lot.

Home in Carthage

New place to stay

Upstate Oasis: Moody Chic Interior & Pool Fun

Escape to a moody, rustic Farmhouse retreat in West Carthage. This 3BR/2BA gem features an inground pool, a cozy back porch, and a chef’s kitchen with stainless steel appliances, striking copper ceilings. Relax in the spacious living room or retreat to serene, boho-inspired bedrooms with hospitality grade mattresses and crisp white linens. Perfectly blending rustic charm with modern luxury, it’s the ultimate getaway for families or groups. Near local gems—dive into comfort and style!

Guest favourite

A suburban home is set back from the road, surrounded by a well-maintained lawn and several trees. A paved driveway leads to a garage situated on the left side, with a clear view of the house's front entrance, showcasing a peaceful residential atmosphere.

Home in Sackets Harbor

4.87 out of 5 average rating, 15 reviews

Spacious, Modern Oasis in Historic Sackets Harbor

Perfect location to stay in Sackets Harbor! Just slide on your shoes and take the short three block walk to see all that downtown Sackets Harbor has to offer. Our beautiful 3 bedroom 3 full bath home offers plenty of space and privacy for a large family or multiple couples to enjoy. Comfortably furnished with 2 large living rooms, eating area with large table and spacious kitchen with breakfast bar. Outback is a seasonal in-ground pool off a large deck and a spacious yard.

Top Guest favourite

The living area features a cozy arrangement with a blue sofa and floral-patterned accent chairs. A stone fireplace provides warmth, complemented by an art piece on the wall. Natural light enters through large windows, enhancing the room's inviting feel.

Cottage in Alexandria Bay

4.96 out of 5 average rating, 53 reviews

Heron Cottage @ The Ledges Resort & Marina

Welcome to the Ledges Resort & Marina! We are located on the St. Lawrence River across from Boldt Castle and Sunken Rock Lighthouse. We have ten cottages of various sizes spread throughout the property. Six acres of landscaped grounds and gardens wander along the river for your enjoyment. We have decks, hammocks, and gazebos along the water. The large in-ground pool is newly renovated. Each cottage has their own firepit with Adirondak chairs, and we provide firewood for free!

A round above-ground pool is surrounded by a lush garden, featuring a vibrant blue water surface. Several lounge chairs are arranged nearby, alongside a shaded umbrella. A deck with patio furniture is visible, providing a space for relaxation.

Home in Lowville

4.71 out of 5 average rating, 24 reviews

The Shamrock III

When you are planning to get away to snowmobile, skiing, ice skating, sliding, ATV riding, fall foliage, fishing, girls retreat, wine tours, golfing, Amish country, family getaway, you name it, we have it. We have it all. Winter or summer, you can park and ride your sleds, ATV, UTV from the yard. Be on the Tug Hill in minutes, over 500 miles of riding at your disposal. Multiple trails available. Four bedroom, two bath, pool, hot tub. What's not to love!